Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation

Christopher J. Bartlett; David P. Day; Yohan Chan; Steven M. Allin; Michael J. McKenzie; Alexandra M. Z. Slawin; Philip C. Bulman Page

doi:10.1021/jo2021407

Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation

Christopher J. Bartlett, David P. Day, Yohan Chan, Steven M. Allin, Michael J. McKenzie, Alexandra M. Z. Slawin, Philip C. Bulman Page

Chemistry of Materials and Catalysis

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

21 Citations (Scopus)

Abstract

We report the first enantioselective total synthesis of (+)-scuteflorin A in 14% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99% ee as the key step.

Original language	English
Pages (from-to)	772-774
Number of pages	3
Journal	The Journal of Organic Chemistry
Volume	77
Issue number	1
DOIs	https://doi.org/10.1021/jo2021407
Publication status	Published - 2012

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10.1021/jo2021407

Cite this

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title = "Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation",

abstract = "We report the first enantioselective total synthesis of (+)-scuteflorin A in 14% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99% ee as the key step.",

author = "Bartlett, {Christopher J.} and Day, {David P.} and Yohan Chan and Allin, {Steven M.} and McKenzie, {Michael J.} and Slawin, {Alexandra M. Z.} and {Bulman Page}, {Philip C.}",

year = "2012",

doi = "10.1021/jo2021407",

language = "English",

volume = "77",

pages = "772--774",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "1",

}

Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation. / Bartlett, Christopher J.; Day, David P.; Chan, Yohan; Allin, Steven M.; McKenzie, Michael J.; Slawin, Alexandra M. Z.; Bulman Page, Philip C.

In: The Journal of Organic Chemistry, Vol. 77, No. 1, 2012, p. 772-774.

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

TY - JOUR

T1 - Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation

AU - Bartlett, Christopher J.

AU - Day, David P.

AU - Chan, Yohan

AU - Allin, Steven M.

AU - McKenzie, Michael J.

AU - Slawin, Alexandra M. Z.

AU - Bulman Page, Philip C.

PY - 2012

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AB - We report the first enantioselective total synthesis of (+)-scuteflorin A in 14% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99% ee as the key step.

U2 - 10.1021/jo2021407

DO - 10.1021/jo2021407

M3 - Article

VL - 77

SP - 772

EP - 774

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

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ER -