title: Total syntheses of schulzeines B and C.
abstract: Schulzeines B (2) and C (3) were synthesized by a convergent strategy using epimeric tricyclic lactam building blocks, 4 and 5, and the C28 fatty acid side chain 6. Syntheses of tricyclic lactams (4/5) were achieved by Bischler-Napieralski reaction. Sharpless asymmetric dihydroxylation and BINAL-H-mediated asymmetric reduction of an enone was employed to prepare the key fatty acid side chain 6. The spectral as well as analytical data of 2 and 3 were in good agreement with the reported data for the natural products, thus confirming their assigned structures.
authors.affiliation: National Chemical Laboratory, Dr. Homi Bhabha Road, Pune - 411 008, India. mk.gurjar@ncl.res.in
authors.forename: Mukund K
authors.initials: MK
authors.lastname: Gurjar
authors.forename: Chinmoy
authors.initials: C
authors.lastname: Pramanik
authors.forename: Debabrata
authors.initials: D
authors.lastname: Bhattasali
authors.forename: C V
authors.initials: CV
authors.lastname: Ramana
authors.forename: Debendra K
authors.initials: DK
authors.lastname: Mohapatra
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis*; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis*; D007769:Lactams / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared
chemical_list: D001688:Biological Products; D006575:Heterocyclic Compounds, 3-Ring; D007769:Lactams; C523671:schulzeine B; C523672:schulzeine C