184873-70-9Relevant academic research and scientific papers
Chirality induction and chiron approaches to enantioselective total synthesis of α-lipoic acid
Chavan, Subhash P.,Pawar, Kailash P.,Praveen, Ch.,Patil, Niteen B.
supporting information, p. 4213 - 4218 (2015/06/02)
Abstract An efficient, short and convenient asymmetric synthesis of (R)-(+)-lipoic acid in seven steps from chiral hydroxy aldehyde with 32.5% overall yield is described. Synthesis of S and R enantiomers of α-lipoic acid from cis-1,4-butene diol derived chiral lactone is reported with 34 % overall yield. The present synthesis involves use of simple reaction conditions making it a convenient synthesis.
Asymmetric total synthesis of (2S,3S)-3-hydroxypipecolic acid
Chavan, Subhash P.,Dumare, Nilesh B.,Harale, Kishor R.,Kalkote, Uttam R.
scheme or table, p. 404 - 406 (2011/02/28)
A synthetic route to (2S,3S)-3-hydroxypipecolic acid was achieved from readily available nonchiral pool starting material cis-2-butene-1,4-diol and involved Claisen orthoester rearrangement, Sharpless asymmetric dihydroxylation and intramolecular lactamisation of azido lactone as the key steps.
Stereoselective synthesis of microcarpalide
Ishigami, Ken,Watanabe, Hidenori,Kitahara, Takeshi
, p. 7546 - 7553 (2007/10/03)
Microcarpalide is a strong microfilament disrupting agent. The convergent and stereoselective synthesis of microcarpalide was succeeded via Julia olefination and macrolactonization.
Stereoselective synthesis of (-)-microcarpalide
Chavan, Subhash P.,Praveen, Cherukupally
, p. 1939 - 1941 (2007/10/03)
A highly convergent and efficient synthesis of (-)-microcarpalide, a 10-membered lactone displaying remarkable microfilament disrupting activity is described. Ring-closing metathesis and Sharpless asymmetric dihydroxylations are the key steps. Our strateg
An efficient stereoselective synthesis of (2S,4S,5R)-(-)- and (2R,4R,5S)-(+)-bulgecinine
Chavan, Subhash P.,Praveen, Cherukupally,Sharma, Pallavi,Kalkote
, p. 439 - 441 (2007/10/03)
A short synthetic route to (-)-and (+)-bulgecinine, the amino acid moiety of the bulgecins was achieved from the readily available nonchiral pool starting material cis-2-butene-1,4-diol employing a Claisen orthoester rearrangement and Sharpless asymmetric
A concise and stereoselective synthesis of (+)- and (-)-deoxoprosophylline
Chavan, Subhash P.,Praveen, Cherukupally
, p. 421 - 423 (2007/10/03)
An efficient synthesis of (+)- and (-)-deoxoprosophylline was accomplished from the readily available cis-2-butene-1,4-diol in which the Sharpless asymmetric dihydroxylation was used as the key step.
Conformationally constrained analogues of diacylglycerol. 13. Protein kinase C ligands based on templates derived from 2,3-dideoxy-L- erythro(threo)-hexono-1,4-lactone and 2-deoxyapiolactone
Lee, Jeewoo,Lewin, Nancy E.,Acs, Peter,Blumberg, Peter M.,Marquez, Victor E.
, p. 4912 - 4919 (2007/10/03)
In the present investigation, the last two possible modes of generating conformationally semirigid diacylglycerol (DAG) analogues embedded into five- membered ring lactones as templates III and IV are investigated. The first two templates studied in previ
