Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral β‐sulfonamide alcohol/Ti(O i Pr) 4 /Et 2 Zn/R 3 N catalyst system | Zendy

Qiu Li | Zendy; Wang Quan | Zendy; Lin Li | Zendy; Liu Xiaodong | Zendy; Jiang Xianxing | Zendy; Zhao Qingyang | Zendy; Hu Guowen | Zendy; Wang Rui | Zendy

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Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral β‐sulfonamide alcohol/Ti(O i Pr) 4 /Et 2 Zn/R 3 N catalyst system

Author(s) -

Qiu Li,

Wang Quan,

Lin Li,

Liu Xiaodong,

Jiang Xianxing,

Zhao Qingyang,

Hu Guowen,

Wang Rui

Publication year - 2009

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20583

Subject(s) - enantioselective synthesis , chemistry , sulfonamide , catalysis , chirality (physics) , alcohol , amine gas treating , yield (engineering) , medicinal chemistry , stereochemistry , organic chemistry , combinatorial chemistry , chiral symmetry breaking , physics , materials science , quantum mechanics , nambu–jona lasinio model , quark , metallurgy

A new catalytic system, generated from the readily available and inexpensive β‐sulfonamide alcohol L*, Ti(O i Pr) 4 , Et 2 Zn, and tertiary amine base (R 3 N), effectively catalyzes the enantioselective addition of various terminal alkynes including some quite challenging alkynes to aldehydes in good yields and excellent enantioselectivities. Up to 96% yield and >99% enantioselectivity were achieved with the use of N , N ‐diisoproylethylamine (DIPEA) as an additive in this asymmetric addition. Chirality, 2009. © 2008 Wiley‐Liss, Inc.

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