Total synthesis of hamigerans: Part 1. Development of synthetic technology for the construction of benzannulated polycyclic systems by the intramolecular trapping of photogenerated hydroxy-o-quinodimethanes and synthesis of key building blocks

K. C. Nicolaou; David Gray; Jinsung Tae

doi:10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Total synthesis of hamigerans: Part 1. Development of synthetic technology for the construction of benzannulated polycyclic systems by the intramolecular trapping of photogenerated hydroxy-o-quinodimethanes and synthesis of key building blocks

K. C. Nicolaou, David Gray, Jinsung Tae

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

99 Citations (Scopus)

Abstract

A streamlined and general method for the construction of benzannulated systems such as I involves the intramolecular Diels - Alder reaction of photochemically generated hydroxy-o-quinodimethanes, for example, II. The method was optimized to set the stage for the synthesis of the naturally occurring hamigerans.

Original language	English
Pages (from-to)	3675-3678
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	40
Issue number	19
DOIs	https://doi.org/10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G
Publication status	Published - 2001 Oct 1

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)

Access to Document

10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Cite this

Nicolaou, K. C., Gray, D., & Tae, J. (2001). Total synthesis of hamigerans: Part 1. Development of synthetic technology for the construction of benzannulated polycyclic systems by the intramolecular trapping of photogenerated hydroxy-o-quinodimethanes and synthesis of key building blocks. Angewandte Chemie - International Edition, 40(19), 3675-3678. https://doi.org/10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Nicolaou, K. C. ; Gray, David ; Tae, Jinsung. / Total synthesis of hamigerans : Part 1. Development of synthetic technology for the construction of benzannulated polycyclic systems by the intramolecular trapping of photogenerated hydroxy-o-quinodimethanes and synthesis of key building blocks. In: Angewandte Chemie - International Edition. 2001 ; Vol. 40, No. 19. pp. 3675-3678.

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Nicolaou, KC, Gray, D & Tae, J 2001, 'Total synthesis of hamigerans: Part 1. Development of synthetic technology for the construction of benzannulated polycyclic systems by the intramolecular trapping of photogenerated hydroxy-o-quinodimethanes and synthesis of key building blocks', Angewandte Chemie - International Edition, vol. 40, no. 19, pp. 3675-3678. https://doi.org/10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Total synthesis of hamigerans : Part 1. Development of synthetic technology for the construction of benzannulated polycyclic systems by the intramolecular trapping of photogenerated hydroxy-o-quinodimethanes and synthesis of key building blocks. / Nicolaou, K. C.; Gray, David; Tae, Jinsung.

In: Angewandte Chemie - International Edition, Vol. 40, No. 19, 01.10.2001, p. 3675-3678.

Research output: Contribution to journal › Article › peer-review

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Nicolaou KC, Gray D, Tae J. Total synthesis of hamigerans: Part 1. Development of synthetic technology for the construction of benzannulated polycyclic systems by the intramolecular trapping of photogenerated hydroxy-o-quinodimethanes and synthesis of key building blocks. Angewandte Chemie - International Edition. 2001 Oct 1;40(19):3675-3678. https://doi.org/10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G