146467-03-0Relevant articles and documents
Divergent total synthesis of 1,6,8a-tri-epi-castanospermine and 1-deoxy-6,8a-di-epi-castanospermine from substituted azetidin-2-one (β-lactam), involving a cascade sequence of reactions as a key step
Tiwari, Dipak Kumar,Bharadwaj, Kishor Chandra,Puranik, Vedavati G.,Tiwari, Dharmendra Kumar
, p. 7389 - 7396 (2014/11/07)
A divergent, short, and novel total synthesis of 1,6,8a-tri-epi- castanospermine (7) and 1-deoxy-6,8a-di-epi-castanospermine (8) has been developed via a common precursor, 15, obtained from d-mannitol derived β-lactam. The key step involves a one pot cascade sequence of trimethyl sulfoxonium ylide based cyclization of epoxy sulfonamide 14via epoxide ring opening, one carbon homologation followed by intramolecular cyclization. This journal is the Partner Organisations 2014.
Polyhydroxy amino acid derivatives via β-lactams using enantiospecific approaches and microwave techniques
Bose, Ajay K.,Banik, Bimal K.,Mathur, Chandra,Wagle, Dilip R.,Manhas, Maghar S.
, p. 5603 - 5619 (2007/10/03)
Enantiospecific synthesis has been developed for α-hydroxy β-lactams of predictable absolute configuration starting with readily available carbohydrates. Stereospecific approaches and microwave assisted chemical reactions have been utilized for the prepar
Versatile β-Lactam Synthons: Enantiospecific Synthesis of (-)-Polyoxamic Acid
Banik, Bimal K.,Manhas, Maghar S.,Bose, Ajay K.
, p. 307 - 309 (2007/10/02)
An optically pure cis-α-hydroxy β-lactam of predictable absolute configuration prepared from readily available D-mannitol has been utilized for the synthesis of the non-natural enantiomer of polyoxamic acid through a series of stereospecific reactions.