13552-11-9Relevant articles and documents
Development of an Amino Acid/Hydroxy Oxime Dual Catalyst System for Highly Stereoselective Direct Asymmetric Aldol Reactions in the Presence of Water
Mridha, Moniruzzaman,Ma, Guangning,Palo-Nieto, Carlos,Afewerki, Samson,Cordova, Armando
, p. 383 - 390 (2016/12/24)
An eco-friendly dual catalyst system for stereoselective aldol reactions in the presence of water is described. It is based on the cooperative action of acyclic amino acids and H-bond donating hydroxy oxime catalysts. The synthetic utility of this dual catalyst system was further demonstrated by applying it as the key step in the expeditious and highly stereoselective total synthesis of d-lyxo-phytosphingosine (29% overall yield). Here the amino acid/hydroxy oxime system significantly accelerated the direct aldol reactions in the presence of water as compared to organic solvents. The stereo- and chemoselectivity were also significantly increased.
Total syntheses of D -xylo- and D -arabino-phytosphingosine based on the syntheses of chiral 1,3-oxazines
Mu, Yu,Jin, Tian,Kim, Gun-Woo,Kim, Jin-Seok,Kim, Sung-Soo,Tian, Yong-Shou,Oh, Chang-Young,Ham, Won-Hun
experimental part, p. 2614 - 2620 (2012/07/13)
An efficient, stereocontrolled, and short synthetic method for the preparation D-xylo- and D-arabino-phytosphingsine was achieved utilizing chiral oxazines. The key features of this strategy are the stereoselective intramolecular oxazine formation catalyzed by palladium(0) and an intermolecular olefin cross-metathesis reaction.
EFFICIENT METHODS FOR Z- OR CIS-SELECTIVE CROSS-METATHESIS
-
Page/Page column 84; 5/6, (2011/09/14)
The present invention generally relates to methods for performing metathesis reactions, including cross-metathesis reactions. Methods described herein exhibit enhanced activity and stereoselectivity, relative to known methods, and are useful in the synthe