Efficient enantioselective additions of terminal alkynes and aldehydes under operationally convenient conditions

Dean Boyall; Doug E. Frantz; Erick M. Carreira

doi:10.1021/ol026282k

Efficient enantioselective additions of terminal alkynes and aldehydes under operationally convenient conditions

Dean Boyall
, Doug E. Frantz
, Erick M. Carreira

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

250 Scopus citations

Abstract

(Matrix presented) The enantioselective addition reaction of terminal acetylenes and aldehydes mediated by Zn(OTf)₂ and N-methyl ephedrine can be conducted with reagent grade solvent containing 84-1000 ppm H₂O. The products can be isolated in high yield and useful enantioselectivities (up to 99% ee).

Original language	English
Pages (from-to)	2605-2606
Number of pages	2
Journal	Organic Letters
Volume	4
Issue number	15
DOIs	https://doi.org/10.1021/ol026282k
State	Published - Jul 25 2002

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@article{2a71483893a94903a34ef0c4660ab459,

title = "Efficient enantioselective additions of terminal alkynes and aldehydes under operationally convenient conditions",

abstract = "(Matrix presented) The enantioselective addition reaction of terminal acetylenes and aldehydes mediated by Zn(OTf)2 and N-methyl ephedrine can be conducted with reagent grade solvent containing 84-1000 ppm H2O. The products can be isolated in high yield and useful enantioselectivities (up to 99\% ee).",

author = "Dean Boyall and Frantz, \{Doug E.\} and Carreira, \{Erick M.\}",

year = "2002",

month = jul,

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doi = "10.1021/ol026282k",

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journal = "Organic Letters",

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T1 - Efficient enantioselective additions of terminal alkynes and aldehydes under operationally convenient conditions

AU - Boyall, Dean

AU - Frantz, Doug E.

AU - Carreira, Erick M.

PY - 2002/7/25

Y1 - 2002/7/25

N2 - (Matrix presented) The enantioselective addition reaction of terminal acetylenes and aldehydes mediated by Zn(OTf)2 and N-methyl ephedrine can be conducted with reagent grade solvent containing 84-1000 ppm H2O. The products can be isolated in high yield and useful enantioselectivities (up to 99% ee).

AB - (Matrix presented) The enantioselective addition reaction of terminal acetylenes and aldehydes mediated by Zn(OTf)2 and N-methyl ephedrine can be conducted with reagent grade solvent containing 84-1000 ppm H2O. The products can be isolated in high yield and useful enantioselectivities (up to 99% ee).

UR - https://www.scopus.com/pages/publications/0002217612

U2 - 10.1021/ol026282k

DO - 10.1021/ol026282k

M3 - Article

AN - SCOPUS:0002217612

SN - 1523-7060

VL - 4

SP - 2605

EP - 2606

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Efficient enantioselective additions of terminal alkynes and aldehydes under operationally convenient conditions

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