4239-90-1Relevant articles and documents
Structural revisions of the reported A-ring phosphine oxide synthon for ED-71 (Eldecalcitol) and a new synthesis
Zhao, Guo-Dong,Liu, Zhao-Peng
supporting information, p. 8033 - 8040 (2015/12/31)
In a reported procedure for the synthesis of the ED-71 A-ring phosphine oxide, we discovered that unusual TBS transfer occurred from the 1α-position to the sterically more constrained 2β-position, and the subsequent Michael addition of ethyl acrylate predominated at the 1α-position. The X-ray analysis of a key intermediate confirmed our observations. We made a structural revision of the reported A-ring phosphine oxide synthon and ED-71. In addition, we provided the first stereoselective synthetic approach to ED-71 A-ring phosphine oxide applying the stereochemistry of d-mannitol.
Toward synthesis of carbasugars (+)-gabosine C, (+)-COTC, (+)-pericosine B, and (+)-pericosine C
Babu, D. Chanti,Rao, Ch. Bhujanga,Venkatesham,Selvam, J. Jon Paul,Venkateswarlu
, p. 130 - 137 (2014/04/03)
Asymmetric total synthesis of (+)-gabosine C, (+)-pericosine B, and (+)-pericosine C has been reported from readily available d-(-)-isoascorbic acid and d-ribose involving Grubbs ring closing metathesis, Morita-Baylis-Hillman (MBH) reaction, and Luche red
Total synthesis of (+)-synargentolide A
Yadav,Thirupathaiah,Singh, Vinay K.,Ravishashidhar
experimental part, p. 931 - 937 (2012/09/25)
The highly stereoselective total synthesis of polyacetate α,β-unsaturated δ-lactone natural product (+)-synargentolide A has been accomplished from inexpensive d-1,5-gluconolactone. Key reactions involved in the synthesis are hydroboration, Wittig olefination, Brown's asymmetric allylation, and a ring closing metathesis reaction. 2012 Elsevier Ltd.