@article {45678,
	title = {Novel silaproline (Sip)-incorporated close structural mimics of potent antidepressant peptide drug rapastinel (GLYX-13)},
	journal = {Tetrahedron Letters},
	volume = {58},
	year = {2017},
	month = {APR},
	pages = {1568-1571},
	type = {Article},
	abstract = {Rapastinel (GLYX-13) is a C-amidated tetrapeptide drug under clinical development for adjunctive treatment of major depressive disorder (MDD). Rapastinel features two consecutive proline residues centered at the peptide sequence (Thr-Pro-Pro-Thr-NH2), which are detrimental to its biological activity. In this communication, we report the synthesis of very close structural analogues of rapastinel comprising silaproline (Sip) as proline surrogate. By virtue of its enhanced lipophilicity and metabolic stability, Sip introduction in the native rapastinel sequence is expected to improve its pharmacokinetic profiles.},
	doi = {10.1016/j.tetlet.2017.03.015},
	author = {Madica, Krishnaprasad and Nadimpally, Krishna Chaitanya and Sanjayan, Gangadhar J.}
}
@article {46899,
	title = {N-heterocyclic carbene catalysis exploiting oxidative imine umpolung for the generation of imidoyl azoliums},
	journal = {Journal of Organic Chemistry},
	volume = {85},
	year = {2020},
	month = {APR },
	pages = {5114-5121},
	type = {Article},
	abstract = {<p>Although NHC-catalyzed umpolung of imines are known, the related reactions under oxidative conditions are limited. Described herein is the two-step process involving the initial formation of aldimines from the corresponding aldehydes and 2-amino benzyl alcohols followed by NHC-catalyzed cyclization proceeding via the imidoyl azoliums under oxidative conditions. The reaction allowed the synthesis of trifluoromethylated 3,1-benzoxazines in good yields and broad scope. The role of NHC in the intramolecular cyclization and preliminary mechanistic experiments are also provided.</p>
},
	issn = {0022-3263},
	doi = {10.1021/acs.joc.0c00360},
	author = {Das, Tamal Kanti and Madica, Krishnaprasad and Krishnan, Jagadeesh and Marelli, Udaya Kiran and Biju, Akkattu T.}
}
