Resolution of 2-silyloxy-1-oxiranyl-4-pentenes by HKR: Total synthesis of (5S,7R)-kurzilactone

Young Ju Kim; Jinsung Tae

doi:10.1055/s-2005-922774

Resolution of 2-silyloxy-1-oxiranyl-4-pentenes by HKR: Total synthesis of (5S,7R)-kurzilactone

Young Ju Kim, Jinsung Tae

Department of Chemistry

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

31 Citations (Scopus)

Abstract

Enantiomerically pure syn- and anti-2-silyloxy-1-oxiranyl-4-pentenes were prepared by using Jacobsen's hydrolytic kinetic resolution (HKR) method. A resolved epoxypentenol generated in this fashion was used in the total synthesis of (5S,7R)-kurzilactone by a pathway employing epoxide ring-opening and RCM reactions in key steps.

Original language	English
Article number	U27405ST
Pages (from-to)	61-64
Number of pages	4
Journal	Synlett
Issue number	1
DOIs	https://doi.org/10.1055/s-2005-922774
Publication status	Published - 2006 Jan 5

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1055/s-2005-922774

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abstract = "Enantiomerically pure syn- and anti-2-silyloxy-1-oxiranyl-4-pentenes were prepared by using Jacobsen's hydrolytic kinetic resolution (HKR) method. A resolved epoxypentenol generated in this fashion was used in the total synthesis of (5S,7R)-kurzilactone by a pathway employing epoxide ring-opening and RCM reactions in key steps.",

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Resolution of 2-silyloxy-1-oxiranyl-4-pentenes by HKR: Total synthesis of (5S,7R)-kurzilactone

Abstract

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