Enantioselective synthesis of the ent-lomaiviticin A bicyclic core

Ken S. Feldman; Brandon R. Selfridge

doi:10.1021/ol302567f

Enantioselective synthesis of the ent-lomaiviticin A bicyclic core

Ken S. Feldman, Brandon R. Selfridge

Chemistry

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

14 Scopus citations

Abstract

The bicyclic core of ent-lomaiviticin A was prepared in 11 operations from (S)-1-phenyl-2-propyn-1-ol in a two-directional route that features (1) a double Ireland Claisen rearrangement and (2) a double olefin metathesis reaction to form the key C-C bonds of the target.

Original language	English (US)
Pages (from-to)	5484-5487
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	21
DOIs	https://doi.org/10.1021/ol302567f
State	Published - Nov 2 2012

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol302567f

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title = "Enantioselective synthesis of the ent-lomaiviticin A bicyclic core",

abstract = "The bicyclic core of ent-lomaiviticin A was prepared in 11 operations from (S)-1-phenyl-2-propyn-1-ol in a two-directional route that features (1) a double Ireland Claisen rearrangement and (2) a double olefin metathesis reaction to form the key C-C bonds of the target.",

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N2 - The bicyclic core of ent-lomaiviticin A was prepared in 11 operations from (S)-1-phenyl-2-propyn-1-ol in a two-directional route that features (1) a double Ireland Claisen rearrangement and (2) a double olefin metathesis reaction to form the key C-C bonds of the target.

AB - The bicyclic core of ent-lomaiviticin A was prepared in 11 operations from (S)-1-phenyl-2-propyn-1-ol in a two-directional route that features (1) a double Ireland Claisen rearrangement and (2) a double olefin metathesis reaction to form the key C-C bonds of the target.

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Enantioselective synthesis of the ent-lomaiviticin A bicyclic core

Abstract

All Science Journal Classification (ASJC) codes

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