173680-72-3Relevant articles and documents
New Enantioselective Syntheses of Acetylenic Alcohols Using Functionalized Diorganozincs
Luetjens, Henning,Nowotny, Stefan,Knochei, Paul
, p. 2675 - 2678 (1995)
Two new enantioselective preparations of polyfunctional propargylic alcohols (82 to >96 percent ee) have been developed.They were obtained by using the addition of functionalized dialkylzincs to acetylenic aldehydes in the presence of a 1:1 mixture of Ti(
Utilization of whole cell mediated deracemization in a chemoenzymatic synthesis of enantiomerically enriched polycyclic chromeno[4,3-b] pyrrolidines
Saravanan, Thangavelu,Jana, Sushital,Chadha, Anju
, p. 4682 - 4690 (2014/06/24)
Various aryl and alkyl substituted optically pure propargyl alcohols were obtained with excellent ee (up to >99%) and isolated yields (up to 87%) by deracemization using whole cells of Candida parapsilosis ATCC 7330. The whole cells show substrate specificity towards alkyl substituted propargyl alcohols and a switch in the enantioselectivity has been observed from 'R' to 'S' upon increasing the chain length. For the first time, enantiopure (R)-4-(3-hydroxybut-1-ynyl)benzonitrile, (R)-4-(biphenyl-4-yl)but-3-yn-2-ol, (S)-ethyl 3-hydroxy-5-phenylpent-4-ynoate and (S)-4-phenylbut-3-yne-1,2-diol were obtained using this strategy. Optically pure propargyl alcohol thus obtained was used as a chiral starting material in the synthesis of enantiomerically enriched poly-substituted pyrrolidines and a pyrrole derivative successfully demonstrating a chemoenzymatic route. This journal is
Enantiospecific synthesis of 1,3-disubstituted allenes by palladium-catalyzed coupling of propargylic compounds with arylboronic acids
Yoshida, Masahiro,Okada, Tatsuro,Shishido, Kozo
, p. 6996 - 7002 (2008/02/05)
An enantiospecific coupling of propargylic esters and carbonates with arylboronic acids has been developed using a palladium catalyst. Optically active 1,3-disubstituted allenes were synthesized with high enantiomeric excesses by carrying out the reaction