A general method for the enantioselective synthesis of pantolactone derivatives

David A. Evans; Jimmy Wu; Craig E. Masse; David W.C. MacMillan

doi:10.1021/ol026489d

A general method for the enantioselective synthesis of pantolactone derivatives

David A. Evans
, Jimmy Wu
, Craig E. Masse
, David W.C. MacMillan

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

67 Scopus citations

Abstract

(matrix presented) An efficient enantioselective synthesis of β,β-dialkyl-γ-substituted pantolactones has been achieved utilizing the cationic [Sc((S,S)-R-pybox)]-(Cl)₂⁺, R = Ph (9), t-Bu (10), complex in a catalyzed aldol reaction as the key step. The pantolactone derivatives are isolated in enantiomeric excesses.

Original language	English (US)
Pages (from-to)	3379-3382
Number of pages	4
Journal	Organic letters
Volume	4
Issue number	20
DOIs	https://doi.org/10.1021/ol026489d
State	Published - Oct 3 2002
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol026489d

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title = "A general method for the enantioselective synthesis of pantolactone derivatives",

abstract = "(matrix presented) An efficient enantioselective synthesis of β,β-dialkyl-γ-substituted pantolactones has been achieved utilizing the cationic [Sc((S,S)-R-pybox)]-(Cl)2+, R = Ph (9), t-Bu (10), complex in a catalyzed aldol reaction as the key step. The pantolactone derivatives are isolated in enantiomeric excesses.",

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year = "2002",

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journal = "Organic letters",

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AU - Evans, David A.

AU - Wu, Jimmy

AU - Masse, Craig E.

AU - MacMillan, David W.C.

PY - 2002/10/3

Y1 - 2002/10/3

N2 - (matrix presented) An efficient enantioselective synthesis of β,β-dialkyl-γ-substituted pantolactones has been achieved utilizing the cationic [Sc((S,S)-R-pybox)]-(Cl)2+, R = Ph (9), t-Bu (10), complex in a catalyzed aldol reaction as the key step. The pantolactone derivatives are isolated in enantiomeric excesses.

AB - (matrix presented) An efficient enantioselective synthesis of β,β-dialkyl-γ-substituted pantolactones has been achieved utilizing the cationic [Sc((S,S)-R-pybox)]-(Cl)2+, R = Ph (9), t-Bu (10), complex in a catalyzed aldol reaction as the key step. The pantolactone derivatives are isolated in enantiomeric excesses.

UR - https://www.scopus.com/pages/publications/0012919540

UR - https://www.scopus.com/pages/publications/0012919540#tab=citedBy

U2 - 10.1021/ol026489d

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M3 - Article

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AN - SCOPUS:0012919540

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EP - 3382

JO - Organic letters

JF - Organic letters

IS - 20

ER -

A general method for the enantioselective synthesis of pantolactone derivatives

Abstract

All Science Journal Classification (ASJC) codes

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