Highly enantioselective addition of 1,3-diynes to aldehydes catalyzed by a zinc-amino alcohol complex.
Asymmetric catalysis: A highly enantioselective and efficient procedure for the amino alcohol-zinc-catalyzed addition of 1,3-diynes to various aromatic, α,β-unsaturated, and aliphatic aldehydes has been developed. The present catalytic system was successfully applied in the concise synthesis of natural products such as (S)-strongylodiols A and B (see scheme).
Department of Applied Chemistry, China Agricultural University, 2 Yuanmingyuan West Road, Beijing 100193, China.
Bing
B
Zheng
Shuo-Ning
SN
Li
Jian-You
JY
Mao
Bo
B
Wang
Qing-Hua
QH
Bian
Shang-Zhong
SZ
Liu
Jiang-Chun
JC
Zhong
Hong-Chao
HC
Guo
Min
M
Wang
D000447:Aldehydes / Q000737:chemistry*; D000605:Amino Alcohols / Q000737:chemistry*; D002384:Catalysis; D053280:Diynes / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
D000447:Aldehydes; D000605:Amino Alcohols; D053280:Diynes; D009942:Organometallic Compounds; D015032:Zinc